Project description
Synthesising bicycloalkanes using multicomponent reactions
Radical ring-opening reactions of small-ring propellanes lead to the synthesis of bicycloalkanes (BCAs), which are sp3 rich cage hydrocarbons. Such molecules with rigid structures tend to display pharmacological properties that are superior to their parent structures, such as better solubility and lower metabolic susceptibility, while maintaining their 3D conformation. Despite the advantages of BCAs in medicinal chemistry, their synthesis using multicomponent reactions is still in its early stages. With the support of the Marie Skłodowska-Curie Actions programme, the MultiProp project aims to advance the field of synthetic organic chemistry by developing novel methodologies for the application of propellanes in diverse multicomponent chemical processes, thereby streamlining access to functionalised BCAs.
Objective
"Project MultiProp aims to advance the field of synthetic organic chemistry by exploring the use of small-ring propellanes in multicomponent reactions (MCRs). Radical ring-opening reactions of these propellanes lead to bicyclo[n.1.1]alkanes (BCAs), which are sp3 rich ""cage"" hydrocarbons that are of high interest in drug design. Specific examples include bicyclo[1.1.1]pentanes (BCPs), which have demonstrated to be bioisosteres of para-substituted benzene rings, alkynes, and tert-butyl groups; and bicyclo[3.1.1]heptanes (BCHeps), which have proved to be potential meta-arene analogues. Molecules incorporating these rigid scaffolds typically exhibit enhanced pharmacological properties compared to their parent structures, such as improved solubility and reduced metabolic susceptibility, while preserving their three-dimensional configuration.
Despite the utility of BCAs in medicinal chemistry, their synthesis using multi-component reactions is underdeveloped. This proposal aims to address this gap by developing novel methodologies for the application of propellanes in diverse multicomponent chemical processes, thereby streamlining access to functionalised BCAs. The project comprises three Work Packages:
WP1: Developing new multicomponent protocols for the C–H functionalisation of organic molecules using propellanes as substrates, and the C–H functionalisation of bicycloalkanes.
WP2: Applying Norrish type I and II photochemical reactions to propellanes, and related 1,5-hydrogen atom transfer / functionalisation reactions, for the synthesis of functionalised BCAs.
WP3: Developing N-heterocyclic carbene-promoted MCRs using alcohols and propellanes as substrates, where NHC-activated alcohols serve as radical precursors for the synthesis of highly substituted BCPs and BCHeps.
MultiProp thus seeks to expand the chemical space of propellane-derived molecules, opening new avenues for their applications in synthetic organic chemistry, medicinal chemistry, and materials science."
Fields of science (EuroSciVoc)
CORDIS classifies projects with EuroSciVoc, a multilingual taxonomy of fields of science, through a semi-automatic process based on NLP techniques. See: The European Science Vocabulary.
CORDIS classifies projects with EuroSciVoc, a multilingual taxonomy of fields of science, through a semi-automatic process based on NLP techniques. See: The European Science Vocabulary.
- medical and health sciences basic medicine medicinal chemistry
- natural sciences chemical sciences physical chemistry photochemistry
- natural sciences chemical sciences organic chemistry hydrocarbons
- natural sciences chemical sciences organic chemistry alcohols
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Keywords
Project’s keywords as indicated by the project coordinator. Not to be confused with the EuroSciVoc taxonomy (Fields of science)
Project’s keywords as indicated by the project coordinator. Not to be confused with the EuroSciVoc taxonomy (Fields of science)
Programme(s)
Multi-annual funding programmes that define the EU’s priorities for research and innovation.
Multi-annual funding programmes that define the EU’s priorities for research and innovation.
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HORIZON.1.2 - Marie Skłodowska-Curie Actions (MSCA)
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Calls for proposals are divided into topics. A topic defines a specific subject or area for which applicants can submit proposals. The description of a topic comprises its specific scope and the expected impact of the funded project.
Funding Scheme
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Funding scheme (or “Type of Action”) inside a programme with common features. It specifies: the scope of what is funded; the reimbursement rate; specific evaluation criteria to qualify for funding; and the use of simplified forms of costs like lump sums.
HORIZON-TMA-MSCA-PF-EF - HORIZON TMA MSCA Postdoctoral Fellowships - European Fellowships
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Call for proposal
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Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.
(opens in new window) HORIZON-MSCA-2024-PF-01
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Net EU financial contribution. The sum of money that the participant receives, deducted by the EU contribution to its linked third party. It considers the distribution of the EU financial contribution between direct beneficiaries of the project and other types of participants, like third-party participants.
OX1 2JD Oxford
United Kingdom
The total costs incurred by this organisation to participate in the project, including direct and indirect costs. This amount is a subset of the overall project budget.